Hydrazine hydrate (1:1) → HCID 10291828, compound

HRID 2114624Notes

Reaction equation

HRID 2114624 reaction equation
O.[NH2:2][NH2:3].[Cl:4][C:5]1[CH:6]=[C:7]([CH:23]=[C:24]([Cl:26])[CH:25]=1)[O:8][C:9]1[C:10]([CH2:21][CH3:22])=[N:11][N:12]([CH2:16][C:17](OC)=[O:18])[C:13]=1[CH2:14][CH3:15]>C(O)C>[Cl:4][C:5]1[CH:6]=[C:7]([CH:23]=[C:24]([Cl:26])[CH:25]=1)[O:8][C:9]1[C:10]([CH2:21][CH3:22])=[N:11][N:12]([CH2:16][C:17]([NH:2][NH2:3])=[O:18])[C:13]=1[CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 10291825HCID 10291825, compound

Product 1

HCID 10291828HCID 10291828, compoundYield 70,624%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine hydrate (520 μL, 10.9 mmol) was added to a solution of the ester (780 mg, 2.18 mmol) of Example 9 in ethanol (25 ml) and the resulting mixture was heated under reflux for 18 hours. After cooling, the precipitate was collected by filtration and washed with ether (50 ml) to afford the title compound (550 g) as a white solid, m.p. >250° C.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 18 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitate was collected by filtration
  5. washwashed with ether (50 ml)

Sources & evidence

ORD record
ord-cdb7c6c3bb1647a4a8cccd5de5b6c587
Source dataset
uspto-grants-2008_10
Patent number
US07435728B2

Reaction notes

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